181783-40-4Relevant articles and documents
Enantioselective Synthesis of HIghly Functionalized 4-PIperidones by the Asymmetric Imino-Diels-Alder Reaction of Chiral 2-Amino-1,3-butadienes
Barluenga, Jose,Aznar, Fernando,Ribas, Cristina,Valdes, Carlos,Fernandez, Monica,et al.
, p. 805 - 811 (2007/10/03)
Chiral 2-amino-1,3-butadienes 1 derived from commercially available (S)-2-methoxymethylpyrrolidine react with aromatic N-trimethylsilyaldimines and N-phenylaldimines in the presence of ZnCl2 to give, after reaction workup, 4-piperidones 4 and 6, respectively, with moderate to very high enantiomeric excesses.In addition, the absolute configurations of derivatives of 4a and 4g were determined by circular dichroism and NMR spectroscopy on the Mosher ester, respectively. - Keywords: asymmetric Diels-Alder reactions; butadienes; Diels-Alder reactions; piperidones